Abstract
An efficient enantioselective synthesis of (-)-chloramphenicol (1) and (+)-thiamphenicol (2) is described. These antibiotics have been synthesized from commercially available 4-nitrobenzaldehyde and 4-(methylthio)benzaldehyde, respectively, using tethered aminohydroxylation and Sharpless asymmetric epoxidation as the chirality inducing steps.
Original language | English (US) |
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Pages (from-to) | 10202-10207 |
Number of pages | 6 |
Journal | Tetrahedron |
Volume | 62 |
Issue number | 43 |
DOIs | |
State | Published - Oct 23 2006 |
Externally published | Yes |
Bibliographical note
Funding Information:S.G. and S.V.N. thank CSIR, New Delhi for the award of research fellowships. The authors are thankful to Dr. B. D. Kulkarni, Head, CEPD, for his support and encouragement.
Keywords
- Asymmetric epoxidation
- Asymmetric synthesis
- Kinetic resolution
- Tethered aminohydroxylation